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Bromination of Aromatics With Pyridinium Hydrobromide Perbromide: An Organic Laboratory Experiment

  • Laboratories and Demonstrations
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The Chemical Educator

Abstract

Bromination of aniline and anisole derivatives with pyridinium hydrobromide perbromide (PHP) has been selectively achieved. By selecting appropriate reaction conditions, monobrominated, dibrominated, and, in some instances, tribrominated products may be obtained. PHP provides a safe and environmentally friendly way to conduct aromatic brominations. Pedagogic opportunities for this experiment are wide-ranging. GC-MS may be used for the separation of product mixtures. Steric and solvent effects may also be discussed as the scope and limitations of this technique are investigated in the organic laboratory.

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Authors and Affiliations

  1. Department of Chemistry, Texas Lutheran University, Seguin, Texas, 78155

    W. PRESTON REEVES, RUFUS M. KING II, LYNETTE L. JONAS, OYVIND HATLEVIK, CUONG V. LU & BRIAN SCHULMEIER

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  1. W. PRESTON REEVES
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  2. RUFUS M. KING II
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  3. LYNETTE L. JONAS
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  4. OYVIND HATLEVIK
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  5. CUONG V. LU
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  6. BRIAN SCHULMEIER
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Corresponding author

Correspondence to W. PRESTON REEVES.

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REEVES, W.P., KING, R.M., JONAS, L.L. et al. Bromination of Aromatics With Pyridinium Hydrobromide Perbromide: An Organic Laboratory Experiment. Chem. Educator 3, 1–6 (1998). https://doi.org/10.1007/s00897980191a

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  • DOI: https://doi.org/10.1007/s00897980191a

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